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G014

Sigma-Aldrich

S(−)-Baclofen hydrochloride

≥98% (HPLC), solid

Synonym(s):

S(–)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H12ClNO2 · HCl
CAS Number:
63701-56-4
Molecular Weight:
250.12
MDL number:
MFCD00078580
UNSPSC Code:
12352200
PubChem Substance ID:
24895007
NACRES:
NA.32

Quality Level

100

Assay

≥98% (HPLC)

form

solid

optical activity

[α]28/D −2.2°, c = 0.9 in methanol(lit.)

color

white

solubility

DMSO: >20 mg/mL

SMILES string

Cl[H].NC[C@@H](CC(O)=O)c1ccc(Cl)cc1

InChI

1S/C10H12ClNO2.ClH/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14;/h1-4,8H,5-6,12H2,(H,13,14);1H/t8-;/m1./s1

InChI key

WMNUVYYLMCMHLU-DDWIOCJRSA-N

Biochem/physiol Actions

S(−)-Baclofen hydrochloride is a less active enantiomer of baclofen.

Other Notes

Same enantiomer as S(+)-baclofen free base.

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Paredes et al.
Psychopharmacology, 97(3), 358-364 (1989-01-01)
The behavior effects of racemic baclofen and the R and S enantiomers were studied in order to determine whether the stereospecificity found in receptor binding studies also applies to the behavioral actions of the drug. Racemic and R-baclofen inhibited sexual
B Witczuk et al.
Polish journal of pharmacology and pharmacy, 32(2), 187-196 (1980-03-01)
Racemic 3-(p-chlorophenyl)-4-aminobutanoic acid was resolved into enantiomers and their absolute configuration determined. Pharmacological activity of hydrochlorides of the racemic acid and its enantiomers has been determined. The R(+) enantiomer was found to be 4.2-9.2-fold as effective as the S(-) one
E Falch et al.
Journal of neurochemistry, 47(3), 898-903 (1986-09-01)
The affinities of a number of analogues of gamma-aminobutyric acid (GABA) for GABAA and GABAB receptor sites and GABA uptake were studied using rat brain membrane preparations. Studies on the (S)-(+)- and (R)-(-)-isomers of baclofen, 3-hydroxy-4-aminobutyric acid (3-OH-GABA), and 4,5-dihydromuscimol
Y G Hong et al.
European journal of pharmacology, 196(3), 267-275 (1991-04-24)
In a previous study it was found that i.t. administration of L-baclofen decreased arterial pressure and heart rate while D-baclofen differentially increased arterial pressure. The objective of the present study was to determine which of these effects was blocked by

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